It's a great idea. So 2800 miles give or take.
It just takes planning. An 85-kwh Model S with twin chargers, without any rest breaks other than charging? 280 on full charge, full charge takes 5 hours but you probably would not full charge except once for some sleep.
But hold off on that, let's calculate it on the rough basics -- 5 hours on the road and 5 hours off the road -- just on mileage since Tesla mileage sweet spot on cruising is between 65-70mph.
So that breaks down 2800 miles to 10, 10-hour sets. 100 hours is 4.16 days.
So now the question is, what can be gained by shorter charge times, faster speeds, drafting the vehicle vs autopilot vs FSDC.
3 days would be like a 600-mile/24-hour penalty, so that's where the prize money should be.
Here's the current record:
"In July 2019, Roy's record was beaten by a family team of Robin Jedi Thomsen, and her parents Lars Thomsen and Betty Legler with a time of 48 hours 10 minutes driving westbound for 2,835 miles (4,562 km) in a Long-Range Rear-Wheel-Drive Tesla Model 3 between 12–14 July 2019."
So very soon we will be down to shaving minutes off that instead of hours.
So maybe a prize target is 45 hours. Or go for 44 hours and call it "2022/44".